Redox-Neutral Ruthenium(II)-Catalyzed Enol-Directed Arene C-H Alkylation with Maleimides

An enol-assisted regioselective arene C-H alkyla-tion with maleimides is developed under redox-neutral ruthenium-(II) catalysis, offering a wide variety of valuable 3-aryl succinimides including amino acid embedded frameworks in good to excellent yields. The products were also aromatized to produce synthetically useful resorcinol-based biaryls. Mechanistic studies support an organometallic pathway with a reversible C-H metalation step for this reaction.

Automated summary

An enol-assisted regioselective arene C-H alkylation with maleimides is developed under redox-neutral ruthenium-(II) catalysis, offering a wide variety of valuable 3-aryl succinimides including amino acid embedded frameworks in good to excellent yields. The products were also aromatized to produce synthetically useful resorcinol-based biaryls. Mechanistic studies support an organometallic pathway with a reversible C-H metalation step for this reaction.